Water → HCID 67599453, compound

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Reaction Steps

To a solution of 2.0 g of 4-[(4-phenylcarbonylphenoxy]butaneamine hydrochloride (example 62) in a mixture of 40 ml of pyridine and 3 ml of triethylamine is added 2.0 g of 4-bromobenzenesulfonyl chloride. The reaction mixture is stirred at room temperature for 18 hours, heated on the steam bath for one hour, and then added to 250 ml of water. Cooling at 0° C. gives an oil which is dissolved in 100 ml of dichloromethane. Addition of 150 ml of hexane is followed by concentration to turbidity (steam bath), and the mixture cooled at -10° C. An oily solid is precipitated and fine white crystals are produced in the supernatant solvent. These are carefully separated and dried; m.p. 71°-73° C.; recovery, 0.2 g.

Provenance & Evidence